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Zearalenone

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Identification
Molecular formula
C18H22O5
CAS number
17924-92-4
IUPAC name
3-[(3S,5R,10S,12S,13S,14S,17R)-12,14-dihydroxy-3-[(2S,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
State
State

At room temperature, zearalenone is a solid substance. Due to its crystalline nature, it maintains rigid form until it is dissolved or reacts in a chemical process.

Melting point (Celsius)
164.00
Melting point (Kelvin)
437.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
318.36g/mol
Molar mass
318.3640g/mol
Density
1.2600g/cm3
Appearence

Zearalenone is a white crystalline compound. It appears as fine, needle-like crystals under a microscope, and is typically odorless. Its crystalline structure is indicative of its purity, and changes color upon exposure to certain chemical reactions.

Comment on solubility

Solubility Overview

The compound 3-[(3S,5R,10S,12S,13S,14S,17R)-12,14-dihydroxy-3-[(2S,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one is an intricate compound with multiple functional groups, which significantly influences its solubility profile in various solvents.

In general, the solubility of such complex organic compounds can vary widely depending on several factors:

  • Polarity: The presence of hydroxyl (-OH) groups suggests that the compound may have some degree of polarity, potentially enhancing solubility in polar solvents like water.
  • Hydrophobic Interactions: The saturated hydrocarbon framework can induce hydrophobic characteristics, making the compound less soluble in highly polar solvents.
  • Molecular Structure: The specific arrangement of stereocenters and functional groups can hinder or facilitate solubility; bulky structures often lead to lower solubility rates.
  • Temperature: Solubility can also depend on temperature, with higher temperatures often increasing the solubility of organic compounds.

In many cases, compounds with extensive functionalization like this one can exhibit unique solubility behavior that can be evaluated through:

  • Solvent extraction experiments to determine the most suitable solvent for dissolution.
  • Phase solubility studies to explore concentration effects on solubility.

In conclusion, while it is challenging to predict the solubility of complex organic compounds based solely on their structural formula, examining the balance of polar and non-polar functional groups offers valuable insights into their solubility behavior.

Interesting facts

Interesting Facts about 3-[(3S,5R,10S,12S,13S,14S,17R)-12,14-dihydroxy-3-[(2S,5R)-5-hydroxy-4-methoxy-6-methyl-tetrahydropyran-2-yl]oxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

This chemical compound is a fascinating member of the class of natural products known for their complex and diverse structures. Here are some interesting aspects:

  • Natural Origin: Many similar compounds derive from natural sources such as plants and fungi, suggesting potential medicinal uses.
  • Structural Complexity: The molecular structure features a multitude of stereocenters, leading to stereoisomerism that can greatly influence its biological activity.
  • Functional Groups: The presence of hydroxyl and methoxy groups enhances the compound's reactivity and potential interaction with biological systems.
  • Biological Significance: Compounds with similar structures are often studied for their potential pharmacological effects, including anti-inflammatory and anti-cancer properties.
  • Research Potential: The extensive functionalization opens pathways for further synthetic modification and the development of analogs suitable for targeted therapeutics.

As a chemistry student, it’s particularly exciting to study such intricate compounds, as they often require advanced techniques for synthesis and analysis. Understanding their chemical behavior not only enriches our knowledge of organic chemistry but also has meaningful implications in pharmaceutical development.

In summary, examining compounds like this one can reveal a rich tapestry of discovery, highlighting how intricate chemistry directly connects to health and medicine.

Synonyms
psi-Caudoside
Pseudocaudoside
559-58-0
DTXSID50204490
Card-20(22)-enolide, 3-((2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy)-12,14-dihydroxy-11-oxo-, (3-beta,5-beta,12-beta)-
Pseudocaudoside (8CI)
DTXCID50126981